Wetting and cleaning agents



Patented Apr. 12, 1932 FRITZ G'U'NTHER, CURT SGHUSTER, AND JOSEE HETZE,OF LUDWIGSEAFEN-ON-EEEF BHINE, GERMANY, ASSIGNORS TO I. G.FARBENINDUSTBIE AKTIENGESELLSGHAE'I,

F FRANKFORT-ON-TEE, GE u a conroaar'ron' or a wE'r'rme alumnae ae'r's NoDrawing. Application filed May 1?, 1926, Serial No. 109,508, and inGermany May 22, 1925.

We have now found that aromatic sulfonic.

acid substances,'i. e., acids and salts which are not suitable for useas tanning materials, and are therefore incapable of precipitating glueand gelatine from their aqueous solutions, and which are substituted inthe nucleus by at least one halogen atom or nitro, hydroxyl or aminogroup, all of which may be designated as active substituents, or byseveral 35 such substituents and also containing, whether in the nucleusor in the substituent, or in both, one or several alkyl groups, possessa high wetting power and are valuable substitutes for soaps and thelike. Further go they are excellently suitable for emulsifying organicliquids in water and for dispersing dyestufl's or other solid materials.The said sulfonic acids may be employed in the state of free acids or assalts. They offer the great advantage of being stable also in acidsolution and in the presence of calcium or other salts forming insolubleprecipitates with ordinary soaps.

As examples of suitable sulfonic acids of the aforesaid type, wementioned di-ethylmetanilic acid, di-butyl-aniline sulfonic acids,N-di-amyl-alpha-naphthylamine sulfonic acid,iso-propyl-chlor-naphthalene sulfonic acid, iso-propyl-naphthol sulfonicacids and the like or salts of such acids.

The following examples will further illustrate how our invention may becarried out in practice, but the invention is not limited to theseexamples. The parts are by weight.

Example 1 10 parts 'of the sodium salt of the product obtained bysulfonating alpha-chlor-naphthalene and condensing it with iso-propylalcohol are dissolved in 1000 parts of water. Wool is immediately wettedby this solution. The solutioii is also very capable of forming lather.

Similar results are obtained with aqueous 6 solutions of productsobtainable by sulfohigh wetting nating beta-naphthol and subsequentlycondensmg it with aliphatic alcohols.

Ewample 100 parts of a 10 per cent a ueous paste of lndanthrene blue RS(see chultz Farbstofl'tabellen, 6th ed. (1923) No. 838) are intlmatelymixed with an aqueous solutionof '"1' part of di-ethyl-metanilic acidsodium salt salt.

Ewample 3 l 200 parts of di-butyl-aniline sulfonic acid sodium salt aredissolved in 1000 parts of water. The solution is mixed with 400 partsof methyl cyclo-hexanone. A clear solution is obtained which can bestron ly diluted with water without becoming dull by a sepa ration ofmetyl cyclo-hexanone and which is very suitable for use as a cleaning orwashing agent.

When employing less di-butyl-aniline sodium sulfonate, methylcyclo-hexanone or another diflicultly soluble organic liquid isemulsified in an excellent manner, but no clear solution is obtained.

We do not lay claim, in this application, to the benzyl-aniline orethyl-benzyl-aniline sulfonic acids since they are not efiicient for thepurpose of the present invention.

We claim:

1. A composition of matter of high wetting and cleaning power comprisingan aromatic sulfonic acid substance which is not suitable for use astanning material and which contains at least one alkyl group and atleast one active substituent with the exception of benzyl-aniline andethylbenzyl-aniline sulfonic acids, and methyl cyclohexanone.

2. A composition of matter of high wetting and cleaning power comprisinga sulfonic acid substance derived from polynuclear aromatic hydrocarbon,which is not suitable for use as tanning material and 100 which containsat least one alkyl group and at least one active substituent with theexception of benzyl-aniline and ethylbenzylaniline sulfonic acids, andmethyl cyclohex- 3110118.

3. A composition of matter of high we ting and cleaning power comprisingan aromatic sulfonic acid substance which is not suitable for use astanning material and which contains at least one alkyl group and atleast one active substituent with the exception of benzyl-aniline andethylbenzyl-aniline sulfonic acids, and an organic liquid.

their aqueous solutions and w ich contains at least one alkyl group andat least one active 4. Acomposition of matter of high wettingsubstituent and has a wetting power above and cleaning power comprisinga sulfonic acid substance derived from a polynuclear aromatichydrocarbon which is not suitable for use as tanning material and whichcontains at least one alkyl group and at least one active substituent.with the exception of benzylaniline and ethylbenzyl-aniline sulfonicacids, and an organic liquid.

5. A composition of matter of high wetting and cleaning power comprisinga sulfonic acid substance derived from naphthalene, which substance isnot suitable for use as tanning material and which contains at least onealkyl group and at least one active substituent. with the exception ofbenzvlaniline and ethvlbenzvl-aniline sulfonic acids.

6. A composition of matter of high wetting and cleaning power comprisingan aromatic sulphonic acid substance which is incapable of precipitatingglue and gelatine from their aqueous solutions and which contains atleast one alkvl group and at least one substituent selected from thegroup consisting of halogen. hydroxvl and amino groups and has a wettingpower above that of benzyl-aniline and ethyl benzyl-aniline sulphonicacids.

7. A composition of matter of high wetting and cleaning power comprisingan aromatic sulphonic acid substance which is incapable of precipitatingglue and gelatine from their aqueous solutions and which contains atleast one alkvl group and at least one hvdroxvl group and has a wettingpower above that of benzvl-aniline and ethyl benzyl-aniline sulphonicacids.

8. A composition of matter of high wetting and cleaning ower comprisingan aromatic sulphonic acid substance which is incapable of precipitatingglue and gelatine from their aqueous solutions and which contains atleast one alkyl group and at least one amino group and has a wettingpower above that of benzyl aniline and ethyl benzyl-aniline sulphonicacids.

9. A composition of matter of high wetting. and cleaning powercomprising an aromatic sulphonic acid substance which is incapable ofprecipitating glue and gelatine from their aqueous solutions and whichcontains at least i one alkyl group and at least one halogen atom thatof benzyl-aniline and ethylbenzyl-aniline sulfonic acids.

12. A composition of matterof high wet- I ting and cleaning powercomprising a sulfonic acid substance derived from a polynuclear aromatichydrocarbon which is incapable of precipitating glue and gelatine fromtheir aqueous solutions and which contains at least one alkyl group andat least one active substituent and has a wettin power above that ofbenzyl-aniline and ethy benzylaniline sulfonic acids.

13. The rocess of preparing aqueous liquids of hlgh wetting and cleaningpower characterized by an addition of an aromatic sulfonic acidsubstance which is incapable of precipitating glue and gelatine fromtheir aqueous solutions and which contains at least one alkyl group andat least one active sub stituent and has a wetting power above that ofbenzyl-aniline and ethylbenzyl-aniline sulfonic acids.

14. The rocess of preparing aqueous liquids of high wetting and cleaningpower characterized by an addition of a sulfonic acid substance derivedfrom a polynuclear aromatic hydrocarbon which is incapable ofprecipitating glue and gelatine from their aqueous solutions and whichcontains at least one alkyl group and at least one active substituentand has a wettin power above that of benzyl-aniline and ethybenzyl-aniline sulfonic acids.

15. The process of wetting materials which comprises treating thematerials with an aqueous liquid characterized by an addition of anaromatic sulfonic acid substance which is incapable of precipitatingglue and gelatine from their aqueous solutions and which contains atleast one alkyl group and at least one active substituent and has awetting power above that of benzyl-aniline and ethylbenzyl-anilinesulfonic acids.

16. The process of wetting materials which comprises treating thematerials with an aqueous liquid characterized by an addition of asulfonic acid substance derived from a polynuclear aromatic hydrocarbonwhich is incapable of precipitating glue and gelatine from their aqueoussolutions and which contains at least one'alkyl group and at least gammaour hands.

FRITZ GUNTHER. GURT SCHUSTER. JOSEF HETZER.

